
House holiday rentals in San Benito County
Find and book unique houses on Airbnb
Top-rated house rentals in San Benito County
Guests agree: These houses are highly rated for location, cleanliness and more.

A Perfect for Travelers, Work & Family Gatherings
Located in a safe, convenient, quiet, and nice neighborhood, the entire house is ideal for a huge family/ friends reunion. Minutes drive to shopping centers and a 24-hour supermarket. Only 4 miles from I-101. 30 minutes to Monterey Peninsular. A good place to stop by between San Francisco and Los Angeles. Every room in the house is clean, comfy and spacious, guaranteed to be the best option for your travels and rest, also provides you with some everyday cooking utensils.Self-check in and out!!

The Highlands House at Pessagno Winery
The newly renovated Highlands House is located in the heart of the River Road Wine Trail. The stunning backdrop of the Santa Lucia Highlands and breathtaking views of the Salinas Valley farmland promise an unforgettable getaway. The surrounding vineyard along with the adjacent Pessagno Winery & Tasting Room will complete your wine country experience. Driving proximity to beautiful Carmel / Valley and Monterey with great dining and attractions provides the best Monterey County has to offer.

Big Beautiful Home Away From Home/9beds/18 Guests
"Big Beautiful Home Away from Home" for 1 to 18 guests located in a highly sought after neighborhood. Guest will have complete access to a full kitchen, 4 private bedrooms with 2 full size beds each, 2 upstairs full bathrooms, 2 living rooms, 2 dining areas, nook area, downstairs sofa bed and half bath, front yard and backyard patio with BBQ and LED lights at night. In addition, guest have exclusive usage to get comfortable and experience 100% privacy of home during their stay.

Ponce's Guest Home
This San Juan Bautista home is located in place where you aren't to far from doing fun activities your family will be close to everything when you stay at this centrally-located place. San Juan bautista Historic park , San juan de Anza National historic trail. Close to Gilroy Gardens Family theme park, Hollister Hills State vehicular ,Water Oasis, 18th barrel tasting room,,Close Monterey county and Santa cruz county and much more. This home has a capacity for small and big family's.

Discover City of Hollister
Discover this charming 3-bedroom home and 2 full bathrooms, located within Hollister city limits, near schools and shopping. The kitchen has granite counters , gas cooktop, an island with 2 built in A/C outlets, and stainless-steel appliances. Enjoy open concept living with a seamless flow to the family room. Smart home amenities and features include a fiber internet connection, solar monitoring, and ceiling speakers. The whole family to this great place with lots of room for fun.

Cozy Escape
Welcome to our Cozy Escape! This fully updated and furnished house is the perfect retreat. Step inside and you'll be greeted by a bright and airy open floorplan, featuring a comfy sofa, and a smart TV. The Kitchen is fully equipped. The house has four fully furnished, spacious bedrooms. The bathrooms are sleek with walk-in showers and premium toiletries. Outside, you'll find a covered patio where you can shoot some pool, or enjoy a BBQ and the fire pit with friends and family.

Quaint Comfy Casa/4 bedrooms/2 baths/10 guests
Be our guest at a "Quaint Comfy Casa". Nice single story home. Each private bedroom has a full size closet and queen size bed. Living and dining room combo for group relaxation. A second living room with large screen smart TV and a queen size sofabed. Stocked kitchen with island & large size appliances. 2 full baths with tub & shower combo. Soft water filtration. Front & back yard patio. Driveway parking. Guest will have exclusive use of the home during their stay.

Serene Vineyard Chateau with Pool, Hot Tub, BBQ
Disconnect from city life in the heart of Carmel Valley wine country. The Vineyard Chateau sits on 5 creek-front acres with a working Merlot vineyard and countless amenities. Explore 25+ wine tasting rooms in Carmel Valley Village, a scenic hike in nearby Ventana Wilderness, or chill & grill by the seasonal saltwater pool (May-Oct). Add a personalized on-site wine experience, massage, or private chef for an even more unforgettable getaway. Perfect for a family or two couples.

Gazebo Oasis | Spacious home | Central | KingBeds
Welcome to our luxurious 4-bedroom, 3-bathroom retreat that epitomizes comfort and relaxation! This spacious Airbnb home is the perfect haven for your dream vacation. As you step inside, you'll be captivated by the stylish design and inviting ambiance. Cook a feast in the fully stocked kitchen and have plenty of space to serve it on two dining areas. Unwind in the upstairs jacuzzi or enjoy California weather under the backyard gazebo. Enjoy large, comfy beds for great sleep.

2-Story Family, Dog Stay w/King Bed, Yard, Grill
This tall-ceiling, 2-story home is perfect for an intimate reunion with your friends, family, & pets. - 1 King bed, 3 Queens, 1 Twin XL - Fenced backyard & patio - 1 Gbps high-speed internet - Smart TVs and lights - 2-car driveway, residential street parking - Water softener & filter system - Washer/dryer is only available upon request - Treadmill, office with desk, BBQ grill, & firepit - Small pet-friendly - Just a few blocks away from a grocery, food, & shopping complex

A Comfortable Residential House in Quiet Community
This house is located in a nice and quiet neighborhood, kids and families friendly, nearby parks, playgrounds, markets. It's a residential house, so any event or party is forbidden. The house has security camera outside driving way and front door. If you are planning to host an event or party, this is not a suitable place. The house has central heating, doesn't have A/C for cooling. The house has cooking utensils. We also have Netflix pre-set up on the TV.

Family & Group Retreat Near Monterey | Sleeps 16+
A welcoming family retreat near Monterey—designed for gathering, relaxing, and making memories together. Enjoy spacious indoor living, a fully fenced yard, and cozy evenings under the gazebo. • Sleeps 16+ comfortably • Cedar sauna + warm outdoor shower • Fire pit & gazebos (dining + pool table) • Putting green, games & kids’ play area • Mountain views + parking for 6 cars • Superhost hospitality, 200+ 5 star reviews
Popular amenities for San Benito County house rentals
House rentals with a pool

Serene Vineyard Chateau with Pool, Hot Tub, BBQ

Luxury Hacienda | Heated Pool, Spa & Courtyard

Home near Pebble Beach, Carmel, Monterey

California Tropical Refuge- Pool & Hot Tub
Weekly house rentals

Family & Group Retreat Near Monterey | Sleeps 16+

Quaint Comfy Casa/4 bedrooms/2 baths/10 guests

The Highlands House at Pessagno Winery

Big Beautiful Home Away From Home/9beds/18 Guests

10%Weekly Discount Vacation Home 10 People or More

Gazebo Oasis | Spacious home | Central | KingBeds

A Perfect for Travelers, Work & Family Gatherings

Pinnacles Ranch: Closest to Park Entrance
Private house rentals

Family & Group Retreat Near Monterey | Sleeps 16+

Quaint Comfy Casa/4 bedrooms/2 baths/10 guests

The Highlands House at Pessagno Winery

Big Beautiful Home Away From Home/9beds/18 Guests

10%Weekly Discount Vacation Home 10 People or More

Gazebo Oasis | Spacious home | Central | KingBeds

A Perfect for Travelers, Work & Family Gatherings

Pinnacles Ranch: Closest to Park Entrance
Destinations to explore
- Rentals with a fireplace San Benito County
- Rentals with pools San Benito County
- Farmstay rentals San Benito County
- Rentals with a hot tub San Benito County
- Rentals with a fire pit San Benito County
- Family-friendly rentals San Benito County
- Rentals with outdoor seating San Benito County
- Pet-friendly rentals San Benito County
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